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Record Information
StatusDetected but not Quantified
Creation Date2014-10-08 15:55:51 UTC
Update Date2018-05-19 23:37:07 UTC
Secondary Accession Numbers
  • HMDB61850
Metabolite Identification
Common Namealpha-Bourbonene
DescriptionAlpha-Bourbonene, also known as Α-bourbonene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Alpha-Bourbonene is considered to be a practically insoluble (in water) and relatively neutral molecule. Alpha-Bourbonene has been primarily detected in saliva. Within the cell, Alpha-bourbonene is primarily located in the membrane (predicted from logP) and cytoplasm. Outside of the human body, Alpha-bourbonene can be found in common oregano and sweet bay. This makes Alpha-bourbonene a potential biomarker for the consumption of these food products.
Chemical FormulaC15H24
Average Molecular Weight204.3511
Monoisotopic Molecular Weight204.187800768
IUPAC Name3,7-dimethyl-10-(propan-2-yl)tricyclo[²,⁶]dec-3-ene
Traditional Name10-isopropyl-3,7-dimethyltricyclo[²,⁶]dec-3-ene
CAS Registry NumberNot Available
InChI Identifier
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
  • Bourbonane sesquiterpenoid
  • Sesquiterpenoid
  • Branched unsaturated hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available

Route of exposure:


Biological location:


Naturally occurring process:


Biological role:

Physical Properties
StateNot Available
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.0018 g/LALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity65.77 m³·mol⁻¹ChemAxon
Polarizability25.97 ųChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-5900000000-9847e705c15174fceea6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1390000000-3b5b314c577ce4b7ba77View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-4960000000-e5546c599bde1ef4a8feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pvi-9400000000-e17f23f8951b6dbd07d4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-9fc6af0a86374be44980View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0190000000-c78ccaaa6c091faae3cdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f79-2910000000-876ac385a6bc4b1b4200View in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Normal Concentrations
SalivaDetected but not Quantified Adult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005868
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound530816
PDB IDNot Available
ChEBI ID88649
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Orav A, Raal A, Arak E: Essential oil composition of Pimpinella anisum L. fruits from various European countries. Nat Prod Res. 2008 Feb 15;22(3):227-32. doi: 10.1080/14786410701424667. [PubMed:18266152 ]
  2. Schreier P, Drawert F, Junker A: [Sesquiterpene hydrocarbons from grapes (author's transl)]. Z Lebensm Unters Forsch. 1976;160(3):271-4. [PubMed:983335 ]
  3. Roussis V, Vagias C, Tsitsimpikou C, Diamantopoulou N: Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia. Z Naturforsch C. 2000 May-Jun;55(5-6):431-41. [PubMed:10928556 ]
  4. Thoppil JE: Essential oil analysis of Eusteralis deccanensis Panigrahi (Lamiaceae). Boll Chim Farm. 2000 Jul-Aug;139(4):194-5. [PubMed:11059104 ]
  5. Reza GH, Ebrahim S, Hossien H: Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran. Pak J Biol Sci. 2007 Mar 1;10(5):814-7. [PubMed:19069871 ]
  6. Ozturk M, Tel G, Duru ME, Harmandar M, Topcu G: The effect of temperature on the essential oil components of Salvia potentillifolia obtained by various methods. Nat Prod Commun. 2009 Jul;4(7):1017-20. [PubMed:19731615 ]
  7. Hajdari A, Mustafa B, Franz C, Novak J: Variability of essential oils of Betonica officinalis (Lamiaceae) from different wild populations in Kosovo. Nat Prod Commun. 2011 Sep;6(9):1343-6. [PubMed:21941911 ]
  8. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  9. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  10. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  11. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  12. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.